Charlie and I had been inseparable for years. Since the first day we met we just clicked. It helped a lot that we both thought alike. We had similar taste in girls. Both shared an undying love for pizza. As the years progressed we played on sports teams and joined similar clubs. We were the very definition of best friends.

Even though we went to separate colleges, we were in the same city. Our freshman year we lived in the dorms of our colleges, but by sophomore year we decided to get a place together. We were living the college dream. Every weekend was full of parties, going out, and a challenge to being a woman home. If the last plan didn’t work out, we always knew we could just rub one out and call it a night. It was a perfect arrangement. We jerked off together more times than I can count. And, it was pretty liberating being able to strip down in the comfort of my own home and us both “rock out with our cocks out.” Most times were just the standard swap hands, bust a nut, go to sleep. But, there were a few memorable firsts. Those firsts are what is being shared in these Charlie stories.

Charlie was roughly 6’ tall and a slender 165 lbs with a head full of dirty blonde hair. He wasn’t overly muscular, but had the body of an athlete with muscle definition. He was an extremely attractive guy with an awesome personality. He barely had any body hair, sporting light blonde arm fuzz and a little happy trail that went from him navel to his waistline and sported a close cropped, nicely trimmed bush below that. His cock was beautiful. We never actually measured, but I would guess he was around 6.5 inches and pretty thick. It was the perfect shape, with the perfect width. Keeping it company was a massive set of balls, which were always shaved, that seemingly always looked full. 99% of the time they were hanging so low I never knew how he didn’t zip them up. I was around 6’1” at the time and a little heavier than him. Same athletic build. Roughy the same length cock, only a little on the skinner side with a massive mushroom head.

You can read how we got to this point in the story by going back and reading “My first time”, Charlie.2, and Charlie.3.

It had been a few weeks since our last adventure of stepping past the swapping hands. The weekend started just like any other; we got home from class, cracked open a beer, talked a bit, and then got ready to go out. Our schedules had been hectic that week so we hadn’t had the time to go out at all. That meant no women, no sex, and no jerking off between us. I was beyond horny and needed a release. He felt the same way. We had big expectations for that night: go out, have a good time, and being home at least one woman to get laid. By the end of the night we realized those expectations were not going to be met. By last call we were leaving empty handed.

We made it back to our place and sank into the couch with drunken college depression. We’d spent all week looking forward to getting laid and here we were. Sure, we could just swap hands...but there’s only so much porn and so much jerking you can do. We both knew we could do it, infact we both expected it to happen. Not to say that’s not fun, it’s just not how we wanted our ideal evening to come to a close.

As we were sitting on the couch, he asked me to throw some porn on the TV. I connected my laptop and started scrolling. We came across some bisexual MMF porn and it peaked our interest. We had always watched standard porn, usually consisting of some big breasted woman getting railed out by one or two hefty sized cocks. We started browsing the bisexual porn; it had caught our attention. We found a video we both liked. It had two fit, attractive guys in it and a normal, college aged girl. It started off like any other porn, she’s going down on them and they end up having sex. Our cocks were getting harder by the second and without a word, scooted closer and grabbed each other’s cocks. As we slowly stroked and played with each other’s balls, the excitement from what was happening on the TV was increasing. They had gone from having sex with her, to blowing each other. The view of a hot woman blowing a guy, while he’s blowing another guy was mind blowing. I looked at the video time and saw there was two minutes left; I knew what was coming.

One of the guys on the TV stood up and was furiously jerking his cock while standing over the other guy and girl. He was stroking with his cock right over their faces, both hungry for his end result. As he stood closer to the guy, his cock was directly over his face, inches from his mouth. Then it happened, he unleashed a load spewing all over the guys face. As this is happening I’m thinking holy fuck....I want to do this. I looked over at Charlie and he had the same look. I fully blame the week long celibacy and alcohol for our increased horniness that night.

Our looks said it all. Yes, we are going to try this, minus the woman. We put another video on and started picking up the pace. We hadn’t quite figured out or talked about how this was going to go, or how it would end. I guess we just figured we’d cross that bridge when it happened. After a few minutes we both stood up, faced each other, and stroked each other. I knew he was going to go first. I unfortunately suffer from extreme post-nut regret. As soon as I cum I instantly lose all interest in doing anything. He never seems to mind so we just came to an understanding. I get him off and then he gets me off.

As we’re stroking each other we’re standing pretty close. Our cocks are right next to each other, we can feel each other’s breathing, we can feel each other’s excitement. He asked me to go ahead and lay down on the couch. He climbed on top of me, straddling my chest, and up on his knees. He was positioned closer to my neck and his cock was directly over my face. I had a birds eye view of his cock, balls, and freshly saved taint. He started off slowly stroking his cock, enjoying the position he was in. I had my hands on the back of his legs as he stroked. I would go from hands on his thighs, to helping him jerk. After a little while he picked up the pace. His strokes got faster and with every stroke his balls bounced perfectly inches from my face. I don’t know if he meant to or not, but as it became more enjoyable, he leaned closer and closer. By the time he was jerking full speed, he had leaned forward, almost over me, with his hand on the couch armrest behind my head.

After he shifted, his cock was literally on my face. I could feel the head brush against my nose and cheek as he stroked. Precum dripped out onto me. His balls were slapping my chin with every stroke. Damn, I was turned on. His strokes became furious. He started moaning. My hands were on his legs amd I could feel his muscles start twitching. The look on his face said everything. It was about to happen.

I don’t know what made me do it, but I moved my hands to his ass. It was like I was just holding it getting ready to push the cum out for him. Then, he let out a moan. And almost immediately he exploded. I felt his ass clench. The first rope shot out and hit me on the forehead, followed by my nose, and finally lips. With every pump his ass would flex and clench. The feeling of him unloading on me, feeling the warmth of his cum splashing over my face was exhilarating. Fuck, I was turned on. As the last bit of cum dripped from his cock, his balls were resting on my chin. Cock millimetres from my mouth. My face was drenched. I had cum from my chin to my hairline. I could feel it starting to run down the side of my face. I could slightly taste it from where his last few pumps had landed on my lips. He was breathing heavily, hunched over forward, still fully in my face. After a few seconds he climbed off and laid down on the other side of the couch, his invite for him to return the favor.

With cum still on my face, I climbed on top of him. Instead of kneeling I sat down first, with him stroking me at full speed from the start. I was so horny my Precum was flowing and already down his hands and onto his chest. I rocked back and forth as he stroked, using his chest as a massage pad for my balls. As I got closer, I took the same position he had. Kneeing over him leaving forward, jerking my cock inches from his face. It didn’t take long at all for me to explode. I covered his face in cum with pump after pump of thick cum. Afterwards I collapsed onto the couch. We both sat there for a minute I silence. That was amazing. That was the most turned on I had been in a long time.

We both kind of chuckled, got up, and hit the shower to clean up.

Stay tuned for the next memory with Charlie.